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US5371133A
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US
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Process for preparing urethane/acrylic-or-vinyl latexes
Assignee: National Starch and Chemical Investment Holding Corp
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Filing: 1994-03-04
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Granted: 1994-12-06
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Expires: 2014-03-04
Abstract
Abstract This is a method for the preparation of polyurethane/acrylic-or-vinyl latexes for use in waterborne adhesives or coatings in which the urethane polymer component has no urea linkages. A fully reacted emulsifiable polyurethane is prepared in an acrylic or vinyl monomer, which acts as the solvent or diluent for the polyurethane. The monomer and polyurethane are then coemulsified, free radical initiators are added, and a regular acrylic or vinyl addition polymerization is carried out.
Inventors
- 👤 Henry Stanley
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-25 21:39
CPC Classifications
C; C08; C08F; C08F283/00; C08F283/006
Claims Analysis
Total Claims: 7
Claim 1
Independent Claim
295 words
A process for preparing a polymeric urethane/acrylic-or-vinyl latex, in which the urethane polymer component has no urea linkages, comprising the sequential steps of: 1) providing an acrylic or vinyl monomer that is (i) unreactive with free isocyanate functionality, (ii) polymerizable in the presence of a free radical initiator, and (iii) an effective solvent for the resultant urethane polymer; 2) adding to the acrylic or vinyl monomer in the absence of a free radical initiator the following compounds in amounts such that the molecular ratio of isocyanate groups to active hydrogen atoms is about 1 to 1: (a) one or more polyisocyanates, (b) one or more organic compounds each containing at least two active hydrogen atoms attached to oxygen, and (c) one or more hydrophilic organic compounds, each containing at least two active hydrogen atoms attached to oxygen and present an a sufficient amount to render the resulting polyurethane emulsifiable, selected from the group consisting of a polyethylene glycol characterized by the structure H(OCH 2 CH 2 ) x OH in which x is an integer from 13 to 450, dimethylolpropane carboxylic acid, N-methyl diethanoldiamine, N-ethyldiisopropanolamine, the quaternary reaction product of N-methyl diethanoldiamine with dimethyl sulfate or methyl halide, and the quaternary reaction product of N-ethyldiisopropanolamine with dimethyl sulfate or methyl halide; 3) heating the resultant mixture from step 2) to a temperature in the range of 25° to 120° C. for about 1-10 hours to form a fully reacted polyurethane; 4) adding a sufficient amount of a C 1 -C 4 alkyl alcohol to consume any residual isocyanate functionality; 5) emulsifying in water the fully reacted polyurethane and acrylic or vinyl monomer; 6) adding a free radical initiator to the resulting emulsion; and 7) polymerizing the acrylic or vinyl monomer using free radical polymerization procedures.
Claim 2
Dependent Claim
295 words
A process for preparing a polymeric urethane/acrylic-or-vinyl latex, in which the urethane polymer component has no urea linkages, comprising the sequential steps of: 1) providing an acrylic or vinyl monomer that is (i) unreactive with free isocyanate functionality, (ii) polymerizable in the presence of a free radical initiator, and (iii) an effective solvent for the resultant urethane polymer; 2) adding to the acrylic or vinyl monomer in the absence of a free radical initiator the following compounds in amounts such that the molecular ratio of isocyanate groups to active hydrogen atoms is about 1 to 1: (a) one or more polyisocyanates, (b) one or more organic compounds each containing at least two active hydrogen atoms attached to oxygen, and (c) one or more hydrophilic organic compounds, each containing at least two active hydrogen atoms attached to oxygen and present an a sufficient amount to render the resulting polyurethane emulsifiable, selected from the group consisting of a polyethylene glycol characterized by the structure H(OCH 2 CH 2 ) x OH in which x is an integer from 13 to 450, dimethylolpropane carboxylic acid, N-methyl diethanoldiamine, N-ethyldiisopropanolamine, the quaternary reaction product of N-methyl diethanoldiamine with dimethyl sulfate or methyl halide, and the quaternary reaction product of N-ethyldiisopropanolamine with dimethyl sulfate or methyl halide; 3) heating the resultant mixture from step 2) to a temperature in the range of 25° to 120° C. for about 1-10 hours to form a fully reacted polyurethane; 4) adding a sufficient amount of a C 1 -C 4 alkyl alcohol to consume any residual isocyanate functionality; 5) emulsifying in water the fully reacted polyurethane and acrylic or vinyl monomer; 6) adding a free radical initiator to the resulting emulsion; and 7) polymerizing the acrylic or vinyl monomer using free radical polymerization procedures.
Claim 3
Dependent Claim
48 words
The process according to claim 1 in which the polyisocyanate is selected from the group consisting of methylene-diphenyl diisocyanate, methylene-bis(4-cyclohexyl-isocyanate), isophorone diisocyanate, toluene diisocyanate, 1,5-naphthalene diisocyanate, 4,4'-diphenyl-methanediisocyanate, 2,2'-dimethyl-4,4'-diphenyl-methane diisocyanate, 4,4'-dibenzyl-diisocyanate, 1,3-phenylene diisocyanate, 1,4-phenylene diisocyanate, mixtures of 2,4- and 2,6-toluene diisocyanate, 2,2'-dichloro-4,4'-diisocyanato diphenylmethane, 2,4-dibromo-1,5diisocyanato naphthalene, butane-1,4-diisocyanate, hexane-1,6-diisocyanate, and cyclohexane-1,4-diisocyanate.
Claim 4
Dependent Claim
40 words
The process according to claim 1 in which the hydrophilic organic compound is a polyethylene glycol having a number average molecular weight of 600 to 20,000, present in an amount from 2% to 12% by weight of the latex solids.
Claim 5
Dependent Claim
21 words
The process according to claim 3 in which the polyethylene glycol has a number average molecular weight of 4,000 to 8,000.
Claim 6
Dependent Claim
37 words
The process according to claim 1 in which the acrylic or vinyl monomer is selected from the group consisting of isopropyl acrylate, isopropyl methacrylate, n-propyl acrylate, n-propyl methacrylate, n-butyl acrylate, n-butyl methacrylate, vinyl acetate, styrene, and acrylonitrile.
Claim 7
Dependent Claim
22 words
The process according to claim 1 in which the urethane component comprises 5% to 75% by weight of the urethane/acrylic-or-vinyl latex solids.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1997-12-05 | 1998-06-06 | 1998-12-06 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 2001-12-05 | 2002-06-06 | 2002-12-06 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2005-12-05 | 2006-06-06 | 2006-12-06 | $7700.00 | Window Closed / Lapsed |